Wilson has had a lifelong battle fighting obesity. During her Wilson Phillips fame, she reached a lifetime weight peak of almost 300 pounds (140 kg). She was often mocked for her weight by Howard Stern, and comedians Julie Brown and Chris Farley. Dieting was unsuccessful; she lost some weight only to regain it later. In August 1999, she underwent gastric bypass surgery, which she felt was a life-saving decision. The procedure was broadcast live on the Internet. As a result, she went from a size 28 to a size 6 and lost 150 pounds. In 2003, Wilson posed nude for Playboy. Carnie later toured TV talk shows, and hosted her own infomercial to publicize her satisfaction with the procedure. However, she eventually gained back some weight, and ended up as a contestant on the fourth season of VH1's Celebrity Fit Club in 2006. Over the course of the show, Wilson lost 22 pounds, which she eventually gained back. In May 2008, Wilson was widely ridiculed for her weight gain, and vowed to get back in Playboy shape, and hopefully pose nude for them again.